Senior Outbound Account Executive - Mid-Market

Square; Seattle (WA); On-site; USD 156,000 - 234,000; Full time

Job summary

Square is hiring a Senior Sales Account Executive for its outbound team. You will close multi-product deals with mid-market merchants, building a strong pipeline and running full sales cycles from prospecting to close.

You’ll collaborate with Business Development and cross-functional teams to tailor Square’s ecosystem to each merchant’s needs. If you excel in outbound environments, solve meaningful business challenges, and meet ambitious targets, this is your role and your opportunity to drive

Qualifications

• 5+ years of sales experience in a full cycle closing role.
• BA/BS degree or relevant experience.
• Proven track record of exceeding targets and closing complex deals.
• Ability to drive deals independently in a fast-paced environment.
• Business development experience with new logo sourcing.
• Collaborative and team player mentality.
• Experience with Salesforce or equivalent CRM.

Responsibilities

• Own the full outbound sales cycle—from prospecting to close—for mid-market merchants.
• Build and manage a high-quality pipeline via cold outreach and campaigns.
• Develop multi-product solutions across Square’s ecosystem.
• Partner with Business Development on lead flow and net-new logos.
• Lead discovery, demos, and negotiations with multiple stakeholders.
• Act as a consultant across BDR, AE, and AM responsibilities when needed.
• Collaborate with Product, Marketing, Implementation, and Operations.
• Maintain pipeline discipline and forecasting in Salesforce.
• Consistently hit and exceed monthly and quarterly revenue targets.

Skills

Full-cycle sales

Negotiation

Prospecting outbound

Relationship building

Strategic selling

Collaboration

Salesforce proficiency

Education

BA/BS or equivalent experience

Tools

Salesforce

Job description

Square is hiring a Senior Sales Account Executive for its outbound team. You will close multi-product deals with mid-market merchants, building a strong pipeline and running full sales cycles from prospecting to close.

You’ll collaborate with Business Development and cross-functional teams to tailor Square’s ecosystem to each merchant’s needs. If you excel in outbound environments, solve meaningful business challenges, and meet ambitious targets, this is your role and your opportunity to drive